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Hotels in Winter Haven

Choose from 38111 Winter Haven Hotel Deals

Best Western Plus Winter Haven Inn & Suites 
Best Western Plus Winter Haven Inn & Suites 
3.5 out of 5
5801 Roosevelt Dr, Winter Haven, FL
  • 7 min walk from LEGOLAND® Florida
The price is $125 per night from Nov 10 to Nov 11
$125
includes taxes & fees
Nov 10 - Nov 11
Stay at this 3.5-star business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (582 reviews)
"Good affordable near Legoland. A lot of convenient restaurants and shops with 15 min drive."

Reviewed on Oct 31, 2024

Best Western Plus Winter Haven Inn & Suites 
Holiday Inn Winter Haven, an IHG Hotel
Holiday Inn Winter Haven, an IHG Hotel
3 out of 5
200 Cypress Gardens Boulevard, Winter Haven, FL
  • 6 min drive from LEGOLAND® Florida
The price is $120 per night from Nov 11 to Nov 12
$120
includes taxes & fees
Nov 11 - Nov 12
Stay at this 3-star business-friendly hotel in Winter Haven. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,006 reviews)
"Will plan return"

Reviewed on Nov 3, 2024

Holiday Inn Winter Haven, an IHG Hotel
Howard Johnson by Wyndham Winter Haven FL
Howard Johnson by Wyndham Winter Haven FL
2 out of 5
1300 3rd St Sw, Cypress Gardens & US 17 South, Winter Haven, FL
  • 7 min drive from LEGOLAND® Florida
The price is $105 per night from Dec 1 to Dec 2
$105
includes taxes & fees
Dec 1 - Dec 2
Stay at this motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.8/10 (1,007 reviews)
"The staff were accommodating and super nice!"

Reviewed on Nov 4, 2024

Howard Johnson by Wyndham Winter Haven FL
The Grove Resort & Water Park Orlando
The Grove Resort & Water Park Orlando
4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $212 per night from Nov 17 to Nov 18
$212
includes taxes & fees
Nov 17 - Nov 18
Stay at this 4-star family-friendly resort in Winter Garden. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful ...
8/10 Very Good! (6,599 reviews)
"Clean, convenient, and great resort for family’s"

Reviewed on Nov 4, 2024

The Grove Resort & Water Park Orlando
Margaritaville Resort Orlando
Margaritaville Resort Orlando
4 out of 5
8000 Fins Up Circle, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $208 per night from Nov 27 to Nov 28
$208
includes taxes & fees
Nov 27 - Nov 28
Stay at this 4-star spa resort in Kissimmee. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (3,165 reviews)
"The hotel was nice. Definitely family friendly more than for couples."

Reviewed on Nov 3, 2024

Margaritaville Resort Orlando
Hilton Vacation Club Mystic Dunes Orlando
Hilton Vacation Club Mystic Dunes Orlando
7600 Mystic Dunes Lane, Kissimmee, FL
  • 57 min drive from LEGOLAND® Florida
The price is $145 per night from Nov 12 to Nov 13
$145
includes taxes & fees
Nov 12 - Nov 13
Book a stay at this golf property in Kissimmee. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the pool and the restaurant in our reviews. ...
8.8/10 Excellent! (3,417 reviews)
"Excellent."

Reviewed on Nov 4, 2024

Hilton Vacation Club Mystic Dunes Orlando
Hilton Vacation Club Aqua Sol Orlando West
Hilton Vacation Club Aqua Sol Orlando West
4 out of 5
17777 Bali Blvd, Winter Garden, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $137 per night from Nov 13 to Nov 14
$137
includes taxes & fees
Nov 13 - Nov 14
Stay at this 4-star family-friendly hotel in Winter Garden. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (3,693 reviews)
"Have stayed here several times. Each visit is amazing. Family friendly and resort has much to offer. Staff is great!!!"

Reviewed on Nov 3, 2024

Hilton Vacation Club Aqua Sol Orlando West
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
3 out of 5
5711 W Irlo Bronson Memorial Hwy, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $98 per night from Nov 11 to Nov 12
$98
includes taxes & fees
Nov 11 - Nov 12
Stay at this 3-star family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,055 reviews)
"What i did not like is too much noise in the hallways"

Reviewed on Nov 3, 2024

Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Delta Hotels by Marriott Orlando Celebration
Delta Hotels by Marriott Orlando Celebration
3.5 out of 5
2900 Parkway Blvd, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $101 per night from Nov 7 to Nov 8
$101
includes taxes & fees
Nov 7 - Nov 8
Stay at this 3.5-star business-friendly hotel in Kissimmee. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (1,276 reviews)
"Great stay"

Reviewed on Nov 4, 2024

Delta Hotels by Marriott Orlando Celebration
Wyndham Orlando Resort & Conference Center, Celebration Area
Wyndham Orlando Resort & Conference Center, Celebration Area
3.5 out of 5
3011 Maingate Ln, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $109 per night from Nov 19 to Nov 20
$109
includes taxes & fees
Nov 19 - Nov 20
Stay at this 3.5-star family-friendly hotel in Kissimmee. Enjoy free parking, 2 outdoor pools, and breakfast (surcharge). Our guests praise the helpful staff ...
7.6/10 Good! (1,666 reviews)
"Remodeled older hotel. Bathroom is very small."

Reviewed on Nov 4, 2024

Wyndham Orlando Resort & Conference Center, Celebration Area
Ramada by Wyndham Kissimmee Gateway
Ramada by Wyndham Kissimmee Gateway
3 out of 5
7470 W. Irlo Bronson Memorial Hwy., Kissimmee, FL
  • 59 min drive from LEGOLAND® Florida
The price is $84 per night from Nov 6 to Nov 7
$84
includes taxes & fees
Nov 6 - Nov 7
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
7.4/10 Good! (4,054 reviews)
"Great time"

Reviewed on Oct 30, 2024

Ramada by Wyndham Kissimmee Gateway
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
4 out of 5
8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $164 per night from Nov 18 to Nov 19
$164
includes taxes & fees
Nov 18 - Nov 19
Stay at this 4-star golf resort in Kissimmee. Enjoy free parking, 7 outdoor pools, and 8 restaurants. Our guests praise the pool and the helpful staff in our ...
8.4/10 Very Good! (1,546 reviews)
"The property was beautiful. Our room was a 2 bedroom on the west side and we had plenty of space with a beautiful view of a water fountain out back . The pools were well kept up and lots of fun entertainment by the fun team which was great for the kids ! Such as bingo , dance parties , a show from ..."

Reviewed on Nov 4, 2024

Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in Winter Haven

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Winter Haven hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Winter Haven.

Choosing the right hotel in Florida has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Winter Haven’s 38,111 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $84. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Winter Haven hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Winter Haven. No matter your reason for visiting Winter Haven, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Winter Haven hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Winter Haven for as low as $84.

How many hotels are there in Winter Haven?

With over 38,111 hotels in Winter Haven, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $84.

How to find cheap car rentals in Winter Haven?

Finding a cheap car rental deal in Winter Haven is as easy as scoring cheap hotels in Winter Haven. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Winter Haven now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Winter Haven right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.